55441-95-7

Usage

Uses

Used in Asymmetric Catalysis:
2,2'-Bis(2-hydroxyethoxy)-1,1'-binaphthyl is used as a chiral ligand for enhancing the selectivity and efficiency of asymmetric catalytic reactions. Its unique molecular structure allows for precise control over the stereochemistry of the products, leading to the formation of enantiomerically pure compounds.
Used in Pharmaceutical and Agrochemical Synthesis:
In the pharmaceutical and agrochemical industries, 2,2'-Bis(2-hydroxyethoxy)-1,1'-binaphthyl is used as a key intermediate in the synthesis of chiral molecules with biological activity. Its chiral properties enable the production of enantiomerically pure compounds, which are essential for the development of effective and safe drugs and agrochemicals.
Used in Organic Electronics and Optoelectronics:
2,2'-Bis(2-hydroxyethoxy)-1,1'-binaphthyl is used in the development of novel materials for organic electronics and optoelectronics due to its favorable electronic and photophysical properties. Its chiral nature and unique molecular structure contribute to the design and fabrication of advanced devices with improved performance and functionality.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, 2,2'-Bis(2-hydroxyethoxy)-1,1'-binaphthyl is used as a building block for the construction of complex molecular architectures. Its chiral properties and versatile functional groups enable the formation of non-covalent interactions, leading to the assembly of supramolecular systems with unique properties and applications.
Used as a Chiral Stationary Phase in Analytical Chromatography:
2,2'-Bis(2-hydroxyethoxy)-1,1'-binaphthyl is used as a chiral stationary phase in analytical chromatography for the separation and analysis of enantiomers. Its chiral properties allow for the efficient resolution of racemic mixtures, providing valuable insights into the stereochemistry and biological activity of chiral compounds.

Upstream product

• 602-09-5 1,1'-bi-2-naphthol 
• 107-07-3 2-chloro-ethanol 
• 75-21-8 oxirane 
• 96-49-1 [1,3]-dioxolan-2-one 
• 75685-01-7 2,2'-dimethoxy-1,1'-binaphthyl 
• 154780-34-4 2,2'-bis(ethoxycarbonylmethoxy)-1,1'-binaphthalene 

Downstream Products

• 244301-10-8 2,2'-bis(2-diphenylphosphinoethoxy)-1,1'-binaphthalene 
• 159992-79-7 4,7-diphenylbenzo{e}dinaphtho{2,1-k:1',2'-m}-1,10-dioxa-4,7-diphosphacyclotetradeca-5,11,13-triene 
• 55441-96-8 Ditosylat 1b' 

Relevant academic research and scientific papers

Synthesis, electrochemical, in-situ spectroelectrochemical and in-situ electrocolorimetric characterization of new phthalocyanines containing macrocyclic moieties

In this work, we synthesized new phthalocyanine compounds containing optically active 1,1′-binaphthyl crown ethers units. The metal-free phthalocyanine (3) was synthesized by the cyclotetramerization of dinitrile derivative (2) in dry n-pentanol by a classical method. However, metal phthalocyanines complexes (4, 5, 6), were synthesized by the reaction of dinitrile derivative (2) in DMAE. The structure of the new compounds were characterized by using spectroscopic data and elemental analysis. Electrochemical properties of Co (II) and Zn (II) phthalocyanines were investigated by using cyclic voltammetry and differential pulse voltammetry techniques. They exhibited two reversible Pc ring-based one-electron reduction couples. The Co (II) and Zn (II) phthalocyanines gave very similar voltammetric responses with slight potential shift due to different metal center.

Synthesis and characterization of new metallophthalocyanines containing O4S2 mixed-donor substituted macrocyclic groups

New phthalocyanine compounds containing mixed-donor substituted macrocyclic groups were synthesized. The complexes of metal phthalocyanines 3-5 were prepared by the reaction of 2 to get dinitrile derivative complexes by means of the corresponding anhydrou

Asymmetric Reduction with C1- and C2-Symmetric NADH Model Cpmpounds Containing Chiral 1,1'-Binaphthyls

The present study deals with Mg-catalyzed asymmetric reduction of ethyl benzoylformate by the use of C2-symmetric NADH model compounds in which axial dissymmetry(chiral 1,1'-binaphthyl derivatives) was introduced as a chiral source for the first time and the results were compared with those obtained by the corresponding C1-symmetric models bearing the same chiral center.Better e.e.'s of the reduction product were obtained by the use of NADH models having C2-symmetry than does the corresponding C1-symmetric ones.Further, the kind of bonding as well as the distance between chiral binaphthyl and the reaction center affected the stereochemical course of hydrogen transfer.

METHOD FOR PRODUCING BINAPHTHOL COMPOUND

PROBLEM TO BE SOLVED: To provide method for producing a binaphthol compound that makes it possible to obtain a desired binaphthol compound with a high selectivity. SOLUTION: The present invention provides a method for producing formula (1) in which in the presence of a low molecular amide compound, a corresponding 1,1'-bi-2-naphthol is blended with ethylene oxide and/or propylene oxide. [R11 and R12: a halogen atom, a C1-22 monovalent hydrocarbon group, R13 and R14: H, a methyl group, Y11 and Y12: a single bond, O, n1 and m1: an integer of 0-4]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

POLYCYCLIC COMPOUNDS

The present invention relates to compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. In Formula (I), A1, A2 are selected from mono- or bicyclic aromatic radicals and mono- or bicyclic heteroaromatic radicals; X represents e.g. a single bond, O, NH, CR6R7; Y is e.g. absent or represents a single bond, O, NH, CR8R9; R1, R2 are hydrogen, a radical Ar' or a radical Ra; R3 is Alk, O-Alk'-, O-Alk'-[O-Alk']o, O-CH2-Ar-C(O)-, O-C(O)-Ar-C(O)-or O-Alk-C(O)-,where in the last five moieties the left O is bound to A1 and A2, respectively; m, n are 0, 1 or 2; o is an integer from 1 to 10; R4, R5 are e.g. selected from CN and a radical Ra; R6, R8 are e.g. selected from hydrogen, a radical Ar' and a radical Ra; R7, R9 are e.g. selected from hydrogen, C1-C4-alkyl and a radical Ar'; Ra is selected from the group consisting of C≡C-R11 and Ar-C≡C-R11; R11 is e.g. selected from hydrogen, methyl, mono- or polycyclic aryl having from 6 to 26 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 26 atoms, which are ring members, where 1, 2, 3 or 4 of the ring atoms of hetaryl are selected from nitrogen, sulphur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl are unsubstituted or substituted; and Ar is e.g. phenylene or naphthylene. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I) and to optical devices made of such resins.

POLYCYCLIC COMPOUNDS

The present invention relates to compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices: where A1, A2 are selected from mono- or bicyclic aromatic radicals and mono- or bicyclic heteroaromatic radicals, X represents e.g. a single bond, O, NH, CR6R7, Y is e.g. absent or represents a single bond, O, NH, CR8R9; R1, R2 are hydrogen, a radical Ar'or a radical Ra; R3 is Aik, O-Alk'-, 0-Alk'-[0-Alk']0, 0-CH2-Ar-C(0)-, 0-C(0)-Ar-C(0)- or O-Alk-C(O)-, where in the last five moieties the left O is bound to A1 and A2, respectively, m, n are 0, 1 or 2; o is an integer from 1 to 10; R4, R5 are e.g. selected from CN and a radical Ra; R6, R8 are e.g. selected from hydrogen, a radical Ar' and a radical Ra; R7, R9 are e.g. selected from hydrogen, C1-C4-alkyl and a radical Ar'; Ra is selected from the group consisting of C≡C-R11 and Ar-C≡C- R11; R11 is e.g. selected from hydrogen, methyl, mono- or polycyclic aryl having from 6 to 26 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 26 atoms, which are ring members, where 1, 2, 3 or 4 of the ring atoms of hetaryl are selected from nitrogen, sulphur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl are unsubstituted or substituted; and Ar is e.g. phenylene or naphthylene. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I) and to optical devices made of such resins.

(+/-)-2,2'-di-(2-hydroxyethoxy)-1,1'-binaphthalene crystal and preparation method thereof

The invention discloses a (+/-)-2,2'-di-(2-hydroxyethoxy)-1,1'-binaphthalene crystal and a preparation method thereof. The maximum melting endothermic peak of the crystal is 119-123 DEG C. The preparation method comprises: reacting (+/-)-1,1'-bi-(2-naphthol) and ethylene carbonate which are adopted as raw materials in a solvent with the presence of a catalyst and a reaction promoter to obtain a product that is (+/-)-2,2'-bis-(2-hydroxyethoxy)-1,1'-binaphthalene, and performing vacuum grinding and drying on the product in a drying oven at 85-100 DEG C for 18-36 hours, with a stirrer being arranged in the drying oven. The crystal prepared by the method has the advantages of high thermal stability, less solvent residue, low chromaticity, high stacking density, uniform product powder, high purity and the like.

BINAPHTHYL COMPOUNDS

The present invention relates to binaphthyl compounds of the formula (I), which are suitable as monomers for preparing polycarbonate resins having beneficial optical properties and which can be used for producing optical lenses: Formula (I) where X is C2-C4-alkandiyl or C1-C4-alkandiyl-C(O)-, where C(O) is bound to the oxygen atom of the hydroxyl group and where C2-C4-alkandiyl or C1-C4-alkandiyl, respectively, are unsubstituted or carry a phenyl ring; R and R' are identical or different and selected from mono or polycyclic aryl having from 6 to 36 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 36 atoms, which are ring members, where 1, 2, 3 or 4 of these atoms are selected from nitrogen, sulfur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl and mono- or polycyclic hetaryl are unsubstituted or carry 1 or 2 radicals Ra, which are selected from the group consisting of CN, CH3, OCH3, O-phenyl, O-naphthyl, S-phenyl, S-naphthyl, CI or F; and, if X is C1-C4-alkandiyl-C(O)-, the esters thereof, in particular the C1-C4-aIkyIesters thereof.

2, 2 '- Bis (2 - hydroxyethoxy) - 1, 1' - binaphthalene compounds and manufacturing method thereof

In order to suppress coloration during storage, this 2, 2'-bis(2-hydroxyethoxy)-1, 1'-binaphthalene compound has a phosphorous element content from ICP emission spectroscopy of 0.1–150 mass ppm. A production method for this 2, 2'-bis(2-hydroxyethoxy)-1, 1'-binaphthalene compound includes a step in which the 2, 2'-bis(2-hydroxyethoxy)-1, 1'-binaphthalene compound is precipitated from a 2, 2'-bis(2-hydroxyethoxy)-1, 1'-binaphthalene solution including a phosphorus-containing compound. None

2, 2 '- Bis (2 - hydroxyethoxy) - 1, 1' - binaphthalene compounds and manufacturing method thereof

The present invention suppresses coloring during storage. A 2, 2'-bis(2-hydroxyethyoxy)-1, 1'-binaphthalene compound according to one embodiment of the present invention has an elemental silicon content of 0.1-150 ppm by mass as determined by ICP emission spectrometry. A method for producing a 2, 2'-bis(2-hydroxyethyoxy)-1, 1'-binaphthalene compound according to one embodiment of the present invention comprises a step for having a 2, 2'-bis(2-hydroxyethyoxy)-1, 1'-binaphthalene compound precipitate from a 2, 2'-bis(2-hydroxyethyoxy)-1, 1'-binaphthalene solution that contains a silicon-containing compound.